# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 13:08:50 2020
#   Inital geometry file: a 116 line input string
#   Ligand name: 3,4-di-1H-indol-3-yl-1H-pyrrole-2,5-dicarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1[nH]c(C(O)=O)c(c2c[nH]c3ccccc23)c1c4c[nH]c5ccccc45
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 CRR  CRR  '3,4-di-1H-indol-3-yl-1H-pyrrole-2,5-dicarboxylic acid'  ligand  44  29  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CRR
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 CRR  C5    C  CR56  0   0.035   2.4421  -1.0103  -0.0067
 CRR  C4    C  CR16  0  -0.388   2.7539  -1.0316  -1.3690
 CRR  C3    C  CR16  0  -0.271   3.6488  -1.9749  -1.8342
 CRR  C2    C  CR16  0  -0.285   4.2436  -2.9020  -0.9615
 CRR  C1    C  CR16  0  -0.308   3.9522  -2.9051   0.3890
 CRR  C20   C  CR56  0   0.348   3.0472  -1.9511   0.8527
 CRR  N3    N  NR15  0  -0.689   2.5689  -1.7181   2.1103
 CRR  C19   C  CR15  0  -0.086   1.6868  -0.6794   2.0754
 CRR  C6    C  CR5   0  -0.023   1.5730  -0.2026   0.7982
 CRR  C7    C  CR5   0   0.019   0.7061   0.8679   0.3221
 CRR  C8    C  CR5   0   0.164   1.1036   2.0405  -0.3133
 CRR  C36   C  C     0   0.468   2.4512   2.5599  -0.5379
 CRR  O39   O  O     0  -0.423   3.4598   2.0207  -0.1558
 CRR  O40   O  OH1   0  -0.608   2.4309   3.7099  -1.2064
 CRR  N1    N  NR15  0  -0.671  -0.0046   2.7226  -0.6851
 CRR  C9    C  CR5   0   0.164  -1.1111   2.0406  -0.3080
 CRR  C35   C  C     0   0.468  -2.4596   2.5598  -0.5282
 CRR  O37   O  O     0  -0.423  -3.4674   2.0168  -0.1495
 CRR  O38   O  OH1   0  -0.608  -2.4406   3.7135  -1.1902
 CRR  C10   C  CR5   0   0.018  -0.7106   0.8683   0.3260
 CRR  C11   C  CR5   0  -0.024  -1.5754  -0.2009   0.8090
 CRR  C12   C  CR56  0   0.035  -2.4460  -1.0127   0.0100
 CRR  C13   C  CR16  0  -0.388  -2.7612  -1.0405  -1.3514
 CRR  C14   C  CR16  0  -0.272  -3.6567  -1.9864  -1.8101
 CRR  C15   C  CR16  0  -0.285  -4.2492  -2.9095  -0.9315
 CRR  C16   C  CR16  0  -0.308  -3.9550  -2.9057   0.4185
 CRR  C17   C  CR56  0   0.348  -3.0489  -1.9495   0.8753
 CRR  N2    N  NR15  0  -0.689  -2.5689  -1.7094   2.1308
 CRR  C18   C  CR15  0  -0.086  -1.6860  -0.6716   2.0887
 CRR  H4    H  HCR6  0   0.234   2.2968  -0.3227  -2.0488
 CRR  H3    H  HCR6  0   0.245   3.9006  -2.0034  -2.8866
 CRR  H2    H  HCR6  0   0.248   4.9422  -3.6289  -1.3560
 CRR  H1    H  HCR6  0   0.259   4.4092  -3.6219   1.0594
 CRR  HN3   H  HNR5  0   0.410   2.8185  -2.2310   2.9391
 CRR  H19   H  HCR5  0   0.281   1.2167  -0.3328   2.9812
 CRR  HO40  H  HOH1  0   0.493   3.3323   4.0453  -1.3221
 CRR  HN1   H  HNR5  0   0.426  -0.0055   3.6188  -1.1492
 CRR  HO38  H  HOH1  0   0.493  -3.3422   4.0480  -1.3066
 CRR  H13   H  HCR6  0   0.234  -2.3065  -0.3342  -2.0356
 CRR  H14   H  HCR6  0   0.245  -3.9109  -2.0202  -2.8617
 CRR  H15   H  HCR6  0   0.248  -4.9484  -3.6386  -1.3206
 CRR  H16   H  HCR6  0   0.259  -4.4112  -3.6187   1.0935
 CRR  HN2   H  HNR5  0   0.410  -2.8119  -2.2225   2.9614
 CRR  H18   H  HCR5  0   0.281  -1.2136  -0.3212   2.9918

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 CRR  C5   C20   aromatic  1.411  0.020  1.411
 CRR  C5   C4    aromatic  1.398  0.020  1.398
 CRR  C5   C6    aromatic  1.434  0.020  1.434
 CRR  C4   C3    aromatic  1.381  0.020  1.381
 CRR  C4   H4    single    0.930  0.020  1.080
 CRR  C3   C2    aromatic  1.405  0.020  1.405
 CRR  C3   H3    single    0.930  0.020  1.080
 CRR  C2   C1    aromatic  1.382  0.020  1.382
 CRR  C2   H2    single    0.930  0.020  1.080
 CRR  C1   C20   aromatic  1.394  0.020  1.394
 CRR  C1   H1    single    0.930  0.020  1.080
 CRR  C20  N3    aromatic  1.366  0.020  1.366
 CRR  N3   C19   aromatic  1.363  0.020  1.363
 CRR  N3   HN3   single    0.860  0.020  1.020
 CRR  C19  C6    aromatic  1.368  0.020  1.368
 CRR  C19  H19   single    0.930  0.020  1.080
 CRR  C6   C7    single    1.457  0.020  1.457
 CRR  C7   C8    aromatic  1.392  0.020  1.392
 CRR  C7   C10   aromatic  1.417  0.020  1.417
 CRR  C8   C36   single    1.462  0.020  1.462
 CRR  C8   N1    aromatic  1.353  0.020  1.353
 CRR  C36  O39   double    1.206  0.020  1.206
 CRR  C36  O40   single    1.330  0.020  1.330
 CRR  O40  HO40  single    0.850  0.020  0.980
 CRR  N1   C9    aromatic  1.353  0.020  1.353
 CRR  N1   HN1   single    0.860  0.020  1.020
 CRR  C9   C10   aromatic  1.392  0.020  1.392
 CRR  C9   C35   single    1.462  0.020  1.462
 CRR  C35  O37   double    1.206  0.020  1.206
 CRR  C35  O38   single    1.330  0.020  1.330
 CRR  O38  HO38  single    0.850  0.020  0.980
 CRR  C10  C11   single    1.458  0.020  1.458
 CRR  C11  C12   aromatic  1.434  0.020  1.434
 CRR  C11  C18   aromatic  1.368  0.020  1.368
 CRR  C12  C13   aromatic  1.398  0.020  1.398
 CRR  C12  C17   aromatic  1.411  0.020  1.411
 CRR  C13  C14   aromatic  1.381  0.020  1.381
 CRR  C13  H13   single    0.930  0.020  1.080
 CRR  C14  C15   aromatic  1.405  0.020  1.405
 CRR  C14  H14   single    0.930  0.020  1.080
 CRR  C15  C16   aromatic  1.382  0.020  1.382
 CRR  C15  H15   single    0.930  0.020  1.080
 CRR  C16  C17   aromatic  1.394  0.020  1.394
 CRR  C16  H16   single    0.930  0.020  1.080
 CRR  C17  N2    aromatic  1.365  0.020  1.365
 CRR  N2   C18   aromatic  1.363  0.020  1.363
 CRR  N2   HN2   single    0.860  0.020  1.020
 CRR  C18  H18   single    0.930  0.020  1.080

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 CRR  C6    C5   C20  107.08  3.000
 CRR  C6    C5   C4   133.71  3.000
 CRR  C20   C5   C4   119.21  3.000
 CRR  H4    C4   C3   120.60  3.000
 CRR  H4    C4   C5   120.50  3.000
 CRR  C3    C4   C5   118.90  3.000
 CRR  H3    C3   C2   119.20  3.000
 CRR  H3    C3   C4   119.75  3.000
 CRR  C2    C3   C4   121.04  3.000
 CRR  H2    C2   C1   119.39  3.000
 CRR  H2    C2   C3   119.33  3.000
 CRR  C1    C2   C3   121.28  3.000
 CRR  H1    C1   C20  121.41  3.000
 CRR  H1    C1   C2   121.18  3.000
 CRR  C20   C1   C2   117.41  3.000
 CRR  N3    C20  C1   130.56  3.000
 CRR  N3    C20  C5   107.28  3.000
 CRR  C1    C20  C5   122.15  3.000
 CRR  HN3   N3   C19  124.76  3.000
 CRR  HN3   N3   C20  125.79  3.000
 CRR  C19   N3   C20  109.45  3.000
 CRR  H19   C19  C6   129.52  3.000
 CRR  H19   C19  N3   120.38  3.000
 CRR  C6    C19  N3   110.08  3.000
 CRR  C7    C6   C19  127.62  3.000
 CRR  C7    C6   C5   126.22  3.000
 CRR  C19   C6   C5   106.10  3.000
 CRR  C10   C7   C8   106.66  3.000
 CRR  C10   C7   C6   126.45  3.000
 CRR  C8    C7   C6   126.73  3.000
 CRR  N1    C8   C36  122.26  3.000
 CRR  N1    C8   C7   108.43  3.000
 CRR  C36   C8   C7   129.27  3.000
 CRR  O40   C36  O39  123.95  3.000
 CRR  O40   C36  C8   111.73  3.000
 CRR  O39   C36  C8   124.31  3.000
 CRR  HO40  O40  C36  110.19  3.000
 CRR  HN1   N1   C9   125.09  3.000
 CRR  HN1   N1   C8   125.07  3.000
 CRR  C9    N1   C8   109.82  3.000
 CRR  C10   C9   C35  129.29  3.000
 CRR  C35   C9   N1   122.23  3.000
 CRR  C10   C9   N1   108.43  3.000
 CRR  O38   C35  O37  123.97  3.000
 CRR  O38   C35  C9   111.70  3.000
 CRR  O37   C35  C9   124.33  3.000
 CRR  HO38  O38  C35  110.24  3.000
 CRR  C11   C10  C9   126.74  3.000
 CRR  C11   C10  C7   126.44  3.000
 CRR  C9    C10  C7   106.66  3.000
 CRR  C18   C11  C12  106.11  3.000
 CRR  C18   C11  C10  127.62  3.000
 CRR  C12   C11  C10  126.23  3.000
 CRR  C17   C12  C13  119.21  3.000
 CRR  C17   C12  C11  107.08  3.000
 CRR  C13   C12  C11  133.71  3.000
 CRR  H13   C13  C14  120.59  3.000
 CRR  H13   C13  C12  120.50  3.000
 CRR  C14   C13  C12  118.90  3.000
 CRR  H14   C14  C15  119.20  3.000
 CRR  H14   C14  C13  119.76  3.000
 CRR  C15   C14  C13  121.04  3.000
 CRR  H15   C15  C16  119.38  3.000
 CRR  H15   C15  C14  119.34  3.000
 CRR  C16   C15  C14  121.28  3.000
 CRR  H16   C16  C17  121.41  3.000
 CRR  H16   C16  C15  121.18  3.000
 CRR  C17   C16  C15  117.41  3.000
 CRR  N2    C17  C16  130.56  3.000
 CRR  N2    C17  C12  107.28  3.000
 CRR  C16   C17  C12  122.16  3.000
 CRR  HN2   N2   C18  124.76  3.000
 CRR  HN2   N2   C17  125.77  3.000
 CRR  C18   N2   C17  109.46  3.000
 CRR  H18   C18  N2   120.37  3.000
 CRR  H18   C18  C11  129.53  3.000
 CRR  N2    C18  C11  110.07  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 CRR  CONST_01  C2    C1   C20  C5      0.00   0.0  0
 CRR  CONST_02  C19   N3   C20  C5      0.00   0.0  0
 CRR  CONST_03  C2    C3   C4   C5      0.00   0.0  0
 CRR  CONST_04  N3    C19  C6   C5      0.00   0.0  0
 CRR  CONST_07  C1    C20  C5   C4      0.00   0.0  0
 CRR  CONST_08  N3    C20  C5   C4    180.00   0.0  0
 CRR  CONST_09  C19   C6   C5   C4    180.00   0.0  0
 CRR  CONST_10  C7    C6   C5   C4      0.00   0.0  0
 CRR  CONST_11  C1    C2   C3   C4      0.00   0.0  0
 CRR  CONST_12  C20   C5   C4   C3      0.00   0.0  0
 CRR  CONST_13  C6    C5   C4   C3    180.00   0.0  0
 CRR  CONST_14  C20   C1   C2   C3      0.00   0.0  0
 CRR  CONST_15  N3    C20  C1   C2    180.00   0.0  0
 CRR  CONST_16  C6    C5   C20  C1    180.00   0.0  0
 CRR  CONST_17  C19   N3   C20  C1    180.00   0.0  0
 CRR  CONST_18  C19   C6   C5   C20     0.00   0.0  0
 CRR  CONST_19  C7    C6   C5   C20   180.00   0.0  0
 CRR  CONST_20  C6    C19  N3   C20     0.00   0.0  0
 CRR  CONST_21  C6    C5   C20  N3      0.00   0.0  0
 CRR  CONST_22  C7    C6   C19  N3    180.00   0.0  0
 CRR  CONST_25  N1    C8   C7   C6    180.00   0.0  0
 CRR  CONST_26  C9    C10  C7   C6    180.00   0.0  0
 CRR  CONST_27  C11   C10  C7   C6      0.00   0.0  0
 CRR  CONST_28  C9    N1   C8   C7      0.00   0.0  0
 CRR  CONST_29  N1    C9   C10  C7      0.00   0.0  0
 CRR  CONST_32  C9    C10  C7   C8      0.00   0.0  0
 CRR  CONST_33  C11   C10  C7   C8    180.00   0.0  0
 CRR  CONST_34  C10   C9   N1   C8      0.00   0.0  0
 CRR  CONST_35  C10   C7   C8   N1      0.00   0.0  0
 CRR  CONST_36  C11   C10  C9   N1    180.00   0.0  0
 CRR  CONST_39  C13   C12  C11  C10     0.00   0.0  0
 CRR  CONST_40  C17   C12  C11  C10   180.00   0.0  0
 CRR  CONST_41  N2    C18  C11  C10   180.00   0.0  0
 CRR  CONST_42  C14   C13  C12  C11   180.00   0.0  0
 CRR  CONST_43  C16   C17  C12  C11   180.00   0.0  0
 CRR  CONST_44  N2    C17  C12  C11     0.00   0.0  0
 CRR  CONST_45  C17   N2   C18  C11     0.00   0.0  0
 CRR  CONST_46  N2    C18  C11  C12     0.00   0.0  0
 CRR  CONST_47  C15   C14  C13  C12     0.00   0.0  0
 CRR  CONST_48  C15   C16  C17  C12     0.00   0.0  0
 CRR  CONST_49  C18   N2   C17  C12     0.00   0.0  0
 CRR  CONST_50  C18   C11  C12  C13   180.00   0.0  0
 CRR  CONST_51  C16   C17  C12  C13     0.00   0.0  0
 CRR  CONST_52  N2    C17  C12  C13   180.00   0.0  0
 CRR  CONST_53  C16   C15  C14  C13     0.00   0.0  0
 CRR  CONST_54  C17   C12  C13  C14     0.00   0.0  0
 CRR  CONST_55  C17   C16  C15  C14     0.00   0.0  0
 CRR  CONST_56  N2    C17  C16  C15   180.00   0.0  0
 CRR  CONST_57  C18   N2   C17  C16   180.00   0.0  0
 CRR  CONST_58  C18   C11  C12  C17     0.00   0.0  0
 CRR  CONST_59  C36   C8   C7   C6      0.00   0.0  0
 CRR  CONST_60  C35   C9   C10  C7    180.00   0.0  0
 CRR  CONST_61  C35   C9   N1   C8    180.00   0.0  0
 CRR  CONST_62  C10   C7   C8   C36   180.00   0.0  0
 CRR  CONST_63  C9    N1   C8   C36   180.00   0.0  0
 CRR  CONST_64  C11   C10  C9   C35     0.00   0.0  0
 CRR  CONST_65  H1    C1   C20  C5    180.00   0.0  0
 CRR  CONST_66  HN3   N3   C20  C5    180.00   0.0  0
 CRR  CONST_67  H3    C3   C4   C5    180.00   0.0  0
 CRR  CONST_68  H19   C19  C6   C5    180.00   0.0  0
 CRR  CONST_69  H2    C2   C3   C4    180.00   0.0  0
 CRR  CONST_70  H4    C4   C3   C2    180.00   0.0  0
 CRR  CONST_71  HN1   N1   C8   C7    180.00   0.0  0
 CRR  CONST_72  H18   C18  C11  C10     0.00   0.0  0
 CRR  CONST_73  H13   C13  C12  C11     0.00   0.0  0
 CRR  CONST_74  HN2   N2   C18  C11   180.00   0.0  0
 CRR  CONST_75  H14   C14  C13  C12   180.00   0.0  0
 CRR  CONST_76  H16   C16  C17  C12   180.00   0.0  0
 CRR  CONST_77  H15   C15  C14  C13   180.00   0.0  0
 CRR  CONST_78  HO40  O40  C36  C8    180.00   0.0  0
 CRR  CONST_79  HO38  O38  C35  C9    180.00   0.0  0
 CRR  Var_01    O39   C36  C8   C7     -1.61  30.0  2
 CRR  Var_02    O37   C35  C9   N1   -176.17  30.0  2

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 CRR  plan-1  C6    0.020
 CRR  plan-1  C7    0.020
 CRR  plan-1  C8    0.020
 CRR  plan-1  C36   0.020
 CRR  plan-1  N1    0.020
 CRR  plan-1  C9    0.020
 CRR  plan-1  C35   0.020
 CRR  plan-1  C10   0.020
 CRR  plan-1  C11   0.020
 CRR  plan-1  HN1   0.020
 CRR  plan-2  C5    0.020
 CRR  plan-2  C4    0.020
 CRR  plan-2  C3    0.020
 CRR  plan-2  C2    0.020
 CRR  plan-2  C1    0.020
 CRR  plan-2  C20   0.020
 CRR  plan-2  N3    0.020
 CRR  plan-2  C19   0.020
 CRR  plan-2  C6    0.020
 CRR  plan-2  C7    0.020
 CRR  plan-2  H4    0.020
 CRR  plan-2  H3    0.020
 CRR  plan-2  H2    0.020
 CRR  plan-2  H1    0.020
 CRR  plan-2  HN3   0.020
 CRR  plan-2  H19   0.020
 CRR  plan-3  C10   0.020
 CRR  plan-3  C11   0.020
 CRR  plan-3  C12   0.020
 CRR  plan-3  C13   0.020
 CRR  plan-3  C14   0.020
 CRR  plan-3  C15   0.020
 CRR  plan-3  C16   0.020
 CRR  plan-3  C17   0.020
 CRR  plan-3  N2    0.020
 CRR  plan-3  C18   0.020
 CRR  plan-3  H13   0.020
 CRR  plan-3  H14   0.020
 CRR  plan-3  H15   0.020
 CRR  plan-3  H16   0.020
 CRR  plan-3  HN2   0.020
 CRR  plan-3  H18   0.020
 CRR  plan-4  C8    0.020
 CRR  plan-4  C36   0.020
 CRR  plan-4  O39   0.020
 CRR  plan-4  O40   0.020
 CRR  plan-4  HO40  0.020
 CRR  plan-5  C9    0.020
 CRR  plan-5  C35   0.020
 CRR  plan-5  O37   0.020
 CRR  plan-5  O38   0.020
 CRR  plan-5  HO38  0.020

